Benzenesulfonamide → HCID 59520315, compound

HRID 1162562Notes

Reaction equation

HRID 1162562 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([N:15]([CH2:21][C:22]3[S:23][CH:24]=[CH:25][CH:26]=3)[CH2:16][CH2:17][C:18]([OH:20])=O)[S:13][CH:14]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C1N=CN(C(N2C=NC=C2)=O)C=1.[C:39]1([S:45]([NH2:48])(=[O:47])=[O:46])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>C1CCN2C(=NCCC2)CC1>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([N:15]([CH2:21][C:22]3[S:23][CH:24]=[CH:25][CH:26]=3)[CH2:16][CH2:17][C:18]([NH:48][S:45]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)(=[O:47])=[O:46])=[O:20])[S:13][CH:14]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 7370BenzenesulfonamideHCID 682631,1'-CarbonyldiimidazoleHCID 11668171HCID 11668171, compound

Product 1

HCID 59520315HCID 59520315, compound

Reagents, catalysts & solvents 1

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneSolvent

Procedure

N-(3-{[4-(4-isopropyl-phenyl)-thiazol-2-yl]-thiophen-2-ylmethyl-amino}-propionyl)-benzenesulfonamide was prepared following procedure K using 3-{[4-(4-isopropyl-phenyl)-thiazol-2-yl]-thiophen-2-ylmethyl-amino}-propionic acid (Prepared in Example 35) (50 mg, 0.125 mmol), CDI (62 mg, 0.39 mmol), DBU (30 μl, 0.2. mmol), and benzene sulfonamide (41 mg, 0.26 mmol). Purification (Silica gel, ethyl acetate/hexane 1:4) provided the product (10 mg). LCMS m/z: 527 (M+1)+.

Workup

  1. customPurification (Silica gel, ethyl acetate/hexane 1:4)

Sources & evidence

ORD record
ord-50ee126a3d9240fda63887b1abd42fd7
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

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